Collective Total Synthesis of (+)- and (−)-Baoslingzhines F–H, (+)- and (−)-Chizhiene C, and (+)- and (−)-Lingzhines E and F

We report a collective modular approach to the total syntheses of 12 naturally occurring diverse meroterpenoid natural products together with their enantiomers and diastereomeric congeners. The strategy centered on the efficient preparation of key intermediates, which enabled divergent synthetic routes by Michael addition with TBS-MAC, followed by meticulously designed deprotections and functional group manipulations. Our biological studies indicate a clear dependence of activity on absolute configuration, significantly enhancing the impact of the synthetic work.